Early 1990’s
DVC was a very different model than the current.
In the 1990’s, they really didn’t want DVC to cannibalize regular hotel stays. DVC was more “deluxe on a budget.” The rooms were smaller than their true deluxe resorts, the locations were less desirable than the true deluxe resorts. In the 2000’s, this gradually changed. Most recently— with Riviera and Poly tower, you can say they are actually nicer than the regular deluxe hotels.
So let’s look at Beach Club Villas as an example. Studios are 356 sft, compared to the 381 of regular rooms. The Vilka building is off in a corner of the property without views of Crescent lake, while the regular hotel building has lake view rooms.
I suspect 2042 will see the chance to update properties to the newer model, world class WDW resorts, not a lower tier.
I doubt they will do every property at once.
You may see them use Boardwalk Villas as a hotel for a few years, while they launch into an immediate reimagining of BCV, for example.
But I don’t think they will just turn around and offer new 50 year contracts after just a coat of fresh paint.